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66086-33-7

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66086-33-7 Usage

Description

DI-TERT-BUTYL ACETYLENEDICARBOXYLATE is an organic compound that is commonly used in chemical reactions as a reagent and catalyst. It is known for its ability to participate in various chemical processes, such as cross-cyclotrimerization and 1,3-dipolar cycloaddition, making it a versatile compound in the field of organic chemistry.

Uses

Used in Chemical Reactions:
DI-TERT-BUTYL ACETYLENEDICARBOXYLATE is used as a reagent in cross-cyclotrimerization reactions with silylacetylenes and acrylamides, utilizing cationic rhodium(I)/(R)-tol-binap complex as a catalyst. This reaction allows for the formation of complex molecular structures, which can be further utilized in various applications.
Used in 1,3-Dipolar Cycloaddition:
DI-TERT-BUTYL ACETYLENEDICARBOXYLATE is also used in 1,3-dipolar cycloaddition reactions with glycosyl azides. This reaction is an important method for the synthesis of nitrogen-containing heterocyclic compounds, which have potential applications in pharmaceuticals, agrochemicals, and materials science.

Check Digit Verification of cas no

The CAS Registry Mumber 66086-33-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,6,0,8 and 6 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 66086-33:
(7*6)+(6*6)+(5*0)+(4*8)+(3*6)+(2*3)+(1*3)=137
137 % 10 = 7
So 66086-33-7 is a valid CAS Registry Number.
InChI:InChI=1/C12H18O4/c1-11(2,3)15-9(13)7-8-10(14)16-12(4,5)6/h1-6H3

66086-33-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name ditert-butyl but-2-ynedioate

1.2 Other means of identification

Product number -
Other names di-tert-Butyl acetylenedicarboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:66086-33-7 SDS

66086-33-7Relevant articles and documents

EPR and Preparative Studies of 5- endo Cyclizations of Radicals Derived from Alkenyl NHC-Boranes Bearing tert-Butyl Ester Substituents

Dai, Wen,Curran, Dennis P.,Walton, John C.

, p. 2102 - 2111 (2019)

Radical H atom abstraction from a set of N-heterocyclic carbene (NHC) complexes of alkenylboranes bearing two tert-butyl ester substituents was studied by EPR spectroscopy. The initial boraallyl radical intermediates rapidly ring closed onto the O atoms of their distal ester groups in 5-endo mode to yield 1,2-oxaborole radicals. Unexpectedly, two structural varieties of these radicals were identified from their EPR spectra. These proved to be two stable rotamers, in which the carbonyl group of the tert-butyl ester was oriented toward and away from the NHC ring. These rotamers were akin to the s-trans and s-cis rotamers of α,β-unsaturated carbonyl compounds. Their stability was attributed to the quasi-allylic interaction of their unpaired electrons with the carbonyl units of their adjacent ester groups. EPR spectroscopic evidence for two rotamers of the analogous methyl ester containing NHC-oxaborole radicals was also obtained. An improved synthetic procedure for preparing rare NHC-boralactones was developed involving treatment of the alkenyl NHC-boranes with AIBN and tert-dodecanethiol.

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